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  2. USA
  3. FL
  4. Lower Florida Keys
  5. Key West
  6. Lower Florida Keys

Properties in Key West
(94 reviews)

Showing all properties. Taxes & fees included.
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Big Coppitt Key (1) Big Pine Key (7) Cudjoe Key (8) Monthly Rentals (36) Ramrod Key (3) Sugarloaf Key (3) Summerland Key (3) Torch Keys (1)
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$11557 month
Location: Key West
Rating: 5 Stars
Sunset Serenity – Open Water Paradise | Dockage, Sunset Views, Dog Friendly & Minutes to Key West
5 Beds
2 Baths
Sleeps 8
1,664 sq ft.
$14975 month
Location: Key West
Ocean Acres: 3BR Oceanfront Estate on 20 Acres w/ Heated/Chilled Pool & Dog-Friendly
6 Beds
2 Baths
Sleeps 8
1,964 sq ft.
$5318 month
Location: Key West
Rating: 5 Stars
Tropical Tee-Time: 2BR Townhome in Key West Golf Club with Two Shared Pools, Fitness Center, Dogs OK
2 Beds
1.5 Baths
Sleeps 4
806 sq ft.
$9519 month
Location: Key West
Pirate’s Paradise: Waterfront 3BR Retreat on Cudjoe Key with Heated/Chilled Pool & Boat Dockage
4 Beds
2 Baths
Sleeps 6
1,056 sq ft.
$10617 month
Location: Key West
Rating: 5 Stars
Caribbean Cabana: Your Perfect 3BR Oceanfront Retreat with Dockage, Pool and Breathtaking Views!
4 Beds
2 Baths
Sleeps 8
1,288 sq ft.
$9600 month
Location: Key West
Rating: 5 Stars
Slice of Paradise: Captivating Open Water Views, Deep Canal, Dockage, Heated Pool, and Pet-Friendly!
6 Beds
3 Baths
Sleeps 8
1,808 sq ft.
$14846 month
Location: Key West
Rating: 5 Stars
Castaway On The Keys: Experience Spectacular Open Water Living on Bogie Channel, Pool & Dockage!
6 Beds
3.5 Baths
Sleeps 10
2,882 sq ft.
$9809 month
Location: Key West
Rating: 5 Stars
Big Pine Paradise: Beautiful Updated 4BR Canal Front Home, Pool, Dockage, Easy Gulf/Atlantic Access
5 Beds
3 Baths
Sleeps 8
2,000 sq ft.
$3957 month
Location: Key West
Rating: 4.5 Stars
Prime Time 2: Charming Canal Front Duplex, Your Gateway to South Pine Channel & Atlantic/Gulf Waters
3 Beds
1 Bath
Sleeps 6
1,092 sq ft.
$9000 month
Location: Key West
Rating: 5 Stars
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock & Dog-Friendly Bliss!
5 Beds
2 Baths
Sleeps 8
1,428 sq ft.
$6002 month
Location: Key West
Endless Summer Retreat: Dog-Friendly 3BR Canal Front Oasis, Dockage & Easy Atlantic/Gulf Access
4 Beds
2 Baths
Sleeps 8
1,745 sq ft.
$17507 month
Location: Key West
Rating: 4.7 Stars
Paradise Point: Your Luxurious Waterfront Getaway with Pool, Tiki, Dockage, and Dog-Friendly Perks!
4 Beds
3.5 Baths
Sleeps 10
2,668 sq ft.
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